ω-ARYL-9-DEOXY-PGF compounds

ABSTRACT

Prostaglandin analogs with the following cyclopentane ring structure: ##STR1## are disclosed along with intermediates useful in their preparation and processes for their preparation. These analogs are useful for some of the same pharmacological purposes as the prostaglandins.

The present application is a divisional application of Ser. No. 614,243, filed Sept. 17, 1975, now issued as U.S. Pat. 4,033,989 on July 5, 1977.

The present invention relates to prostaglandin analogs for which the essential material constituting a disclosure therefor is incorporated by reference here from U.S. Pat. No. 4,033,989, issued July 5, 1977. 

I claim:
 1. A prostaglandin analog of the formula ##STR2## WHEREIN D is ##STR3## or ##STR4## wherein Y is cis--CH═CH--, trans--CH═CH--, or --CH₂ CH₂ --;wherein M₁ is ##STR5## or ##STR6## wherein R₅ and R₆ are hydrogen or methyl, with the proviso that one of R₅ and R₆ is methyl only when the other is hydrogen; Wherein L₁ is ##STR7## or a mixture of ##STR8## and ##STR9## wherein R₃ and R₄ are hydrogen, methyl, or fluoro, being the same or different, with the provisio that one of R₃ and R₄ is hydrogen or fluoro only when the other is hydrogen or fluoro; Wherein Z₃ is oxa of methylene;Wherein [m is one to 5, inclusive,] T is chloro, fluoro, trifluoromethyl, alkyl, of one to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive, and s is zero, one, 2, or 3, the various T's being the same or different, with the proviso that not more than two T's are other than alkyl, with the further proviso that [R₇ is ] Z₃ is oxa Only when R₃ and R₄ are hydrogen or methyl, being the same or different; Wherein R₁ is hydrogen, alkyl of one to 12 carbon atoms, inclusive, cycloalkyl of 3 to 10 carbon atoms, inclusive, aralkyl of 7 to 12 carbon atoms, inclusive, phenyl, phenyl substituted with one, two or three chloro or alkyl of one to 3 carbon atoms, inclusive, or a pharmacologically acceptable cation; Wherein Z₁ is(1) cis--CH═CH--CH₂ --(CH₂)_(g) --CF₂ --, (2) cis--CH═CH--CH₂ --(CH₂)_(g) --CH₂ --, (3) cis--CH₂ --CH═CH--(CH₂)_(g) --CH₂ --, (4) --(ch₂)₃ --(ch₂)_(g) --CF₂ --, (5) --(ch₂)₃ --(ch₂)_(g) --CH₂ --, (6) --ch₂ --o--ch₂ --(ch₂)_(g) --CH₂ --, (7) --(ch₂)₂ --o--(ch₂)_(g) --CH₂ --, (8) --(ch₂)₃ --o--(ch₂)_(g) --, ##STR10## or ##STR11## wherein g is one, 2, or
 3. 2. A compound according to claim 1, wherein D is ##STR12##
 3. A compound according to claim 1, wherein D is ##STR13##
 4. A compound according to claim 3, wherein M₁ is ##STR14##
 5. A compound according to claim 3, wherein M₁ is ##STR15##
 6. A compound according to claim 5, wherein Y is cis--CH═CH--.
 7. A compound according to claim 5, wherein Y is --CH₂ CH₂ --.
 8. A compound according to claim 5, wherein Y is trans--CH═CH--. 